Zinc tetrafluoroborate-catalyzed efficient conversion of aldehydes to geminal diacetates and cyanoacetates
A trace of an aqueous solution of zinc tetrafluoroborate was demonstrated to catalyze the conversion of an aldehyde to its 1,1-diacetate by acetic anhydride without any solvent. A similar reaction of an aldehyde with a mixture of potassium cyanide and acetic anhydride in methylene chloride was also catalyzed by Zn(BF4)2 to provide the corresponding geminal cyanoacetate.
Ranu, Brindaban C.,Dutta, Jyotirmoy,Das, Arijit
p. 366 - 367
(2007/10/03)
The chemistry of acylals. 3. Cyanohydrin esters from acylals with cyanide reagents
(equation presented) When treated with KCN in DMSO at room temperature, acylals from aliphatic aldehydes gave the corresponding cyanohydrin esters in good to excellent yields. Acylals from aromatic aldehydes were less reactive and gave several byproducts in addition to fair yields of cyanohydrin under the same conditions. Trimethylsilyl cyanide mixed with titanium(IV) chloride afforded cyanohydrin esters in good to excellent yields from both aliphatic and aromatic aldehydes.
Sandberg, Marcel,Sydnes, Leiv K.
p. 687 - 689
(2007/10/03)
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